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Pantoate
Pantoic acid is the alpha hydroxy acid with the formula HOCH2C(CH3)2CH(OH)CO2H. The compound is almost always encountered in a biological context, as an aqueous solution of its conjugate base pantoate HOCH2C(CH3)2CH(OH)CO2-. The amide of pantoic acid with β-alanine is pantothenic acid (vitamin B5), a component of coenzyme A. Biosynthesis Its biosynthesis proceeds from ketoisovalerate by hydroxymethylation: :(CH3)2CHC(O)CO2− + CH2O → HOCH2(CH3)2CC(O)CO2− This conversion is catalyzed by ketopantoate hydroxymethyltransferase, which gives ketopantoate. Ketopantoate is reduced by ketopantoate reductase to pantoate, using NADH as the hydride source. The amide derived from pantoic acid and GABA is the pharmaceutical drug hopantenic acid Hopantenic acid (homopantothenic acid), also known as N-pantoyl-GABA, is a central nervous system depressant. Formulated as the calcium salt (chemistry), salt, it is used as a pharmaceutical drug in the Russian Federation for a variety o ...
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Alpha Hydroxy Acid
Alpha hydroxy carboxylic acids, or α-hydroxy carboxylic acids (AHAs), are a group of carboxylic acids featuring a hydroxy group located ''one'' carbon atom away from the acid group. This structural aspect distinguishes them from beta hydroxy acids, where the functional groups are separated by ''two'' carbon atoms. Notable AHAs include glycolic acid, lactic acid, mandelic acid, and citric acid. α-Hydroxy acids are stronger acids compared to their non-alpha hydroxy counterparts, a property enhanced by internal hydrogen bonding. AHAs serve a dual purpose: industrially, they are utilized as additives in animal feed and as precursors for polymer synthesis. In cosmetics, they are commonly used for their ability to chemically exfoliate the skin. Occurrence Aldonic acids, a type of sugar acid, are a class of naturally occurring hydroxycarboxylic acids. They have the general chemical formula, HO2C(CHOH)''n''CH2OH. Gluconic acid, a particularly common aldonic acid, the oxidized deriv ...
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Amide
In organic chemistry, an amide, also known as an organic amide or a carboxamide, is a chemical compound, compound with the general formula , where R, R', and R″ represent any group, typically organyl functional group, groups or hydrogen atoms. The amide group is called a peptide bond when it is part of the Polymer backbone, main chain of a protein, and an isopeptide bond when it occurs in a side chain, as in asparagine and glutamine. It can be viewed as a Derivative (chemistry), derivative of a carboxylic acid () with the hydroxyl group () replaced by an amino group (); or, equivalently, an acyl group, acyl (alkanoyl) group () joined to an amino group. Common amides are formamide (), acetamide (), benzamide (), and dimethylformamide (). Some uncommon examples of amides are ''N''-chloroacetamide () and chloroformamide (). Amides are qualified as primary (chemistry), primary, secondary (chemistry), secondary, and tertiary (chemistry), tertiary according to the number of acyl ...
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Pantothenic Acid
Pantothenic acid (vitamin B5) is a B vitamin and an essential nutrient. All animals need pantothenic acid in order to synthesize coenzyme A (CoA), which is essential for cellular energy production and for the synthesis and degradation of proteins, carbohydrates, and fats. Pantothenic acid is the combination of pantoic acid and beta-Alanine, β-alanine. Its name comes from the Greek language, Greek ''pantothen'', meaning "from everywhere", because pantothenic acid, at least in small amounts, is in almost all foods. Deficiency of pantothenic acid is very rare in humans. In dietary supplements and animal feed, the form commonly used is calcium pantothenate, because chemically it is more stable, and hence makes for longer product shelf-life, than sodium pantothenate and free pantothenic acid. Definition Pantothenic acid is a water-soluble vitamin, one of the B vitamins. It is synthesized from the amino acid β-alanine and pantoic acid (see #Biosynthesis, biosynthesis and structu ...
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Coenzyme A
Coenzyme A (CoA, SHCoA, CoASH) is a coenzyme, notable for its role in the Fatty acid metabolism#Synthesis, synthesis and Fatty acid metabolism#.CE.B2-Oxidation, oxidation of fatty acids, and the oxidation of pyruvic acid, pyruvate in the citric acid cycle. All genomes sequenced to date encode enzymes that use coenzyme A as a Substrate (chemistry), substrate, and around 4% of cellular enzymes use it (or a thioester) as a substrate. In humans, CoA biosynthesis requires cysteine, pantothenic acid, pantothenate (vitamin B5), and adenosine triphosphate (ATP). In acetyl-CoA, its acetyl form, coenzyme A is a highly versatile molecule, serving metabolic functions in both the Anabolism, anabolic and Catabolism, catabolic pathways. Acetyl-CoA is utilised in the post-translational regulation and allosteric regulation of pyruvate dehydrogenase and carboxylase to maintain and support the partition of Pyruvic acid, pyruvate synthesis and degradation. Discovery of structure Coenzyme A was ident ...
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Hydroxymethylation
Hydroxymethylation is a chemical reaction that installs the CH2OH group. The transformation can be implemented in many ways and applies to both industrial and biochemical processes. Hydroxymethylation with formaldehyde A common method for hydroxymethylation involves the reaction of formaldehyde with active C-H and N-H bonds: :R3C-H + CH2O → R3C-CH2OH :R2N-H + CH2O → R2N-CH2OH A typical active C-H bond is provided by a terminal acetylene or the alpha protons of an aldehyde. In industry, hydroxymethylation of acetaldehyde with formaldehyde is used in the production of pentaerythritol: P-H bonds are also prone to reaction with formaldehyde. Tetrakis(hydroxymethyl)phosphonium chloride ( (CH2OH)4l) is produced in this way from phosphine (PH3). Hydroxymethylation in demethylation 5-Methylcytosine is a common epigenetic marker. The methyl group is modified by oxidation of the methyl group in a process called hydroxymethylation: :RCH3 + O → RCH2OH This oxidation i ...
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Ketopantoate
Ketopantoic acid is the organic compound with the formula HOCH2(CH3)2CC(O)CO2H. At physiological conditions, ketopantoic acid exists as its conjugate base, ketopantoate (HOCH2(CH3)2CC(O)CO2−). Biosynthetic context Its biosynthesis proceeds from ketoisovalerate by hydroxymethylation: :(CH3)2CHC(O)CO2− + CH2O → HOCH2(CH3)2CC(O)CO2− This conversion is catalyzed by ketopantoate hydroxymethyltransferase, which gives ketopantoate. Ketopantoate is substrate for 2-dehydropantoate 2-reductase, which produces pantoate, a precursor to pantothenic acid Pantothenic acid (vitamin B5) is a B vitamin and an essential nutrient. All animals need pantothenic acid in order to synthesize coenzyme A (CoA), which is essential for cellular energy production and for the synthesis and degradation of prote ..., a common prosthetic group.{{cite book , doi=10.1016/S0083-6729(01)61005-7, chapter=The Biosynthesis of Coenzyme a in Bacteria, title=Cofactor Biosynthesis, series=Vitamins & Hormo ...
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GABA
GABA (gamma-aminobutyric acid, γ-aminobutyric acid) is the chief inhibitory neurotransmitter in the developmentally mature mammalian central nervous system. Its principal role is reducing neuronal excitability throughout the nervous system. GABA is sold as a dietary supplement in many countries. It has been traditionally thought that exogenous GABA (i.e., taken as a supplement) does not cross the blood–brain barrier, but data obtained from more recent research (2010s) in rats describes the notion as being unclear. The carboxylate form of GABA is γ-aminobutyrate. Function Neurotransmitter Two general classes of GABA receptor are known: * GABAA in which the receptor is part of a ligand-gated ion channel complex * GABAB metabotropic receptors, which are G protein-coupled receptors that open or close ion channels via intermediaries (G proteins) Neurons that produce GABA as their output are called GABAergic neurons, and have chiefly inhibitory action at receptors in t ...
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Hopantenic Acid
Hopantenic acid (homopantothenic acid), also known as N-pantoyl-GABA, is a central nervous system depressant. Formulated as the calcium salt (chemistry), salt, it is used as a pharmaceutical drug in the Russian Federation for a variety of neurological, psychological and psychiatric conditions and sold as Pantogam (). Chemistry Hopantenic acid is a homolog (chemistry), homologue of pantothenic acid. While pantothenic acid is the amide of pantoic acid, D-pantoate and beta-alanine, β-alanine, hopantenic acid is the amide of D-pantoate and gamma-Aminobutyric acid, γ-aminobutyric acid (GABA). This change leads to an additional CH2 in the molecule. See also * Methyl pentanoate * Menthyl isovalerate * List of Russian drugs References External links pantogab (hopantenic acid)
- Curehunter.com {{GABAergics Drugs acting on the nervous system GABA analogues Gamma-Amino acids ...
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Alpha Hydroxy Acids
Alpha hydroxy carboxylic acids, or α-hydroxy carboxylic acids (AHAs), are a group of carboxylic acids featuring a hydroxy group located ''one'' carbon atom away from the acid group. This structural aspect distinguishes them from beta hydroxy acids, where the functional groups are separated by ''two'' carbon atoms. Notable AHAs include glycolic acid, lactic acid, mandelic acid, and citric acid. α-Hydroxy acids are Strong acids, stronger acids compared to their non-alpha hydroxy counterparts, a property enhanced by internal hydrogen bonding. AHAs serve a dual purpose: industrially, they are utilized as additives in animal feed and as precursors for polymer synthesis. In cosmetics, they are commonly used for their ability to chemically exfoliate the skin. Occurrence Aldonic acids, a type of sugar acid, are a class of naturally occurring hydroxycarboxylic acids. They have the general chemical formula, HO2C(CHOH)''n''CH2OH. Gluconic acid, a particularly common aldonic acid, the oxidi ...
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